Vacation Rentals & House Rentals in Port Charlotte

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871 house rentals

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Sea view Swimming pool Elevator access

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Price per night from

$267

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

Match: Sea view Swimming pool Elevator access

All filters match

Price per night from

$391

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Sea view Swimming pool Elevator access

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Price per night from

$109

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view Swimming pool Elevator access

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Price per night from

$345

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view Swimming pool Elevator access

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Price per night from

$278

Match: Sea view Swimming pool Elevator access

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Price per night from

$466

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

Match: Sea view Swimming pool Elevator access

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Price per night from

$516

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

Match: Sea view Swimming pool Elevator access

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Price per night from

$454

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Sea view Swimming pool Elevator access

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Price per night from

$919

Match: Sea view Swimming pool Elevator access

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Price per night from

$285

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

Match: Sea view Swimming pool Elevator access

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Price per night from

$603

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view Swimming pool Elevator access

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Price per night from

$272

Las Palmas; by Beachside Management

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Sea view Swimming pool Elevator access

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Price per night from

$1,204

Magnificent Bayfront Condo - Resort Living on the Bay

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Sea view Swimming pool Elevator access

All filters match

Price per night from

$161

Our House at the Beach - 501: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view Swimming pool Elevator access

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Price per night from

$344

Our House At The Beach - 604E: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view Swimming pool Elevator access

All filters match

Price per night from

$389

Crystal Sands - 803 Tower; By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Sea view Swimming pool Elevator access

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Price per night from

$298

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Buttonwood 442

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swimming pool, Sea view, Elevator access

2 of 3 filters match

Price per night from

$290

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swimming pool, Sea view, Elevator access

2 of 3 filters match

Price per night from

$230

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Swimming pool, Sea view, Elevator access

2 of 3 filters match

Price per night from

$905

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

2 of 3 match: Swimming pool, Sea view, Elevator access

2 of 3 filters match

Price per night from

$345

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$131

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Elevator access, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$516

Gorgeous Awesome waterview Burnt Store Marina Punta Gorda Watch manatee play

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$207

Buttonwood 462 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$290

Buttonwood 467 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$290

Chinaberry 455 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$264

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$171

Chinaberry 941 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$171

Buttonwood 955 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$179

Chinaberry 415 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$264

Chinaberry 912 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$171

Chinaberry 911 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$171

Chinaberry 454 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$264

Chinaberry 951 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$171

Chinaberry 921 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$171

Chinaberry 456 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$264

Buttonwood 417 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Swimming pool, Elevator access

2 of 3 filters match

Price per night from

$290

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